反应详情

To 300 ml of toluene were added 9.1 g (0.040 mole) of N-(4-fluorophenyl)-1-phenylpropaneimine, 4.7 g (0.035 mole) of aluminum chloride and 5.2 g (0.030 mole) of ethyl phenylpropiolate, followed by refluxing the resultant mixture for 5 hours. Thereafter, the reaction mixture was poured into 500 ml of 2N sulfuric acid which had been ice-cooled, followed by extraction with chloroform. After washing the organic layer with water, the organic layer wad dried over anhydrous sodium sulfate. Subsequent to removal of the sodium sulfate, the solvent was distilled off and the residue was purified by chromatography on a silica gel column (eluent: 1:50 mixed solvent of methanol and chloroform). The resultant crystals were recrystallized from a 1:1 mixed solvent of acetone and hexane to give 1.0 g of 1-(4-fluorophenyl)-3-methyl-2,6-diphenyl-4(1H)-pyridinone having a melting point of 256°-259° C.

1. temperaturecooled
2. extractionfollowed by extraction with chloroform
3. washAfter washing the organic layer with water
4. dry with materialthe organic layer wad dried over anhydrous sodium sulfate
5. customSubsequent to removal of the sodium sulfate
6. distillationthe solvent was distilled off
7. customthe residue was purified by chromatography on a silica gel column (eluent: 1:50 mixed solvent of methanol and chloroform)
8. customThe resultant crystals were recrystallized from a 1:1 mixed solvent of acetone and hexane